O-Glycosidation of totally O-unprotected D-galacturonic acid 1 in THF provides α-pyranosides 4a when promoted with BF3·OEt2 whereas β-furanosides 6β were obtained in the presence of FeCl3; when the same reaction is performed with D-glucuronic acid 2 or ‘D-glucurone’3, alkyl-D-glucofuranosidurono-6,3-lactones 7 are synthesized in excellent yields and high β-selectivity.
J. Bertho, V. Ferrières and D. Plusquellec, J. Chem. Soc., Chem. Commun., 1995, 1391 DOI: 10.1039/C39950001391
To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.
If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.
If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.
Read more about how to correctly acknowledge RSC content.
Please wait while we load your content...